Cybersecurity, Infrastructure & Technology Leadership
With over 25 years of experience in IT, cybersecurity, and technology leadership, I help organizations build secure, scalable, and resilient technology environments that support business growth and operational success.
My background spans cybersecurity, infrastructure, cloud platforms, systems engineering, networking, technical operations, and IT strategy. I have led technical teams, managed mission-critical environments, overseen technology projects from design through implementation, and worked closely with executive leadership to align technology decisions with business objectives.
Over the course of my career, I have developed expertise in security operations, SIEM and SOC management, incident response, vulnerability management, governance, risk and compliance (GRC), and security program development. I have worked extensively with healthcare and other regulated industries, helping organizations strengthen their security posture while meeting operational and compliance requirements.
My areas of expertise include:
Technology strategy and leadership
Cybersecurity and risk management
SIEM, SOC, and security operations
Infrastructure architecture and modernization
Cloud platforms and hybrid environments
Network design and security
Vulnerability management and remediation
Governance, Risk & Compliance (GRC)
Security awareness and user training
Disaster recovery and business continuity
Vendor management and technology procurement
Technical project leadership and digital transformation
What sets me apart is the ability to bridge the gap between business, operations, and technology. I am equally comfortable discussing strategy with executives, conducting risk assessments with compliance teams, or working hands-on with technical staff to solve complex challenges.
Whether you're looking for a trusted technology advisor, cybersecurity consultant, infrastructure expert, fractional CTO/vCISO, or technical project leader, I bring a practical, business-focused approach backed by decades of real-world experience delivering successful outcomes.
Citrix Virtual Apps & Desktops
Citrix Hypervisor
Cloud Architecture
Citrix
Network Security
VMware Administration
System Deployment
Infrastructure Management
Vulnerability Assessment
Security Engineering
Network Engineering
Christopher P.
London, Canada
$78/hr
5.0
2 jobs
I help organizations build clear, scalable, human‑centered operational systems — from ERP/CRM implementations to BI architectures, workflow design, SOPs, and cross‑functional process optimization.
With 20+ years of experience across Medical, Retail, Supply Chain, Ecommerce, and Technology, I specialize in turning complex operations into structured, efficient, data‑driven systems that teams can actually use.
If your business needs clarity, structure, and systems that scale, I can help.
I work at the intersection of operations, technology, and data, helping companies design and implement systems that support growth, reduce friction, and improve decision‑making.
ERP & CRM Implementations
10+ successful implementations across:
Microsoft Dynamics
NetSuite
Salesforce
Xorosoft
Shopify
Custom ERP/CRM solutions
I design architectures, workflows, integrations, and governance models that make your systems work for your people — not the other way around.
Business Intelligence & Data Architecture
I build BI ecosystems that tell the story of your business:
Data governance
Data warehousing
Semantic layers
SQL (SSMS, SSRS), BigQuery, PowerBI
NetSuite Analytics, custom dashboards, forecasting models
I specialize in smoothing volatile data segments, identifying anomalies, and creating visualizations that drive executive decision‑making.
Operational Systems & Process Consulting
I help companies redesign how work moves:
Workflow mapping
SOP development
Organizational design
RACI frameworks
Automation & integrations
Product hierarchies & taxonomies
Supply chain process optimization
My focus is always on clarity, scalability, and adoption.
Industries I’ve Worked In
Medical & Healthcare
Retail (Furniture, Appliances, Electronics, Consumables)
Ecommerce & DTC
Supply Chain & Logistics
Technology & SaaS
Education & Media
Companies include Sears, Walmart, Canadian Tire, Tepperman’s Furniture, Trudell Medical, Mood, and others.
How I Work
I’m a structured thinker who blends technical depth with operational clarity.
I use diagrams, tables, frameworks, and visual storytelling to help executives and teams understand complex systems quickly.
My approach is simple:
Build systems that serve people — not the other way around.
Education & Teaching
I teach post‑graduate courses in:
Animation
Media
Technology
Game Design
Data Visualization
I design dynamic curriculum that helps students understand and apply modern data concepts.
Why Clients Hire Me
Clear communication with executives and stakeholders
Ability to connect business strategy to technical execution
Deep experience across ERP/CRM, BI, and operational systems
Strong documentation and governance discipline
A calm, structured, analytical approach to complex problems
A track record of building systems that scale
Data Analysis
ETL Pipeline
Data Extraction
Information Analysis
ERP Software
Process Engineering
CRM Software
Business Analysis
Business Intelligence
Data Migration
Statistical Analysis
SQL Server Reporting Services
SQL Programming
Microsoft Dynamics 365
NetSuite Development
Patrick Z.
Park Ridge, Illinois
$110/hr
5.0
38 jobs
Expertise in Cloud(Microsoft Azure) infrastructure, PaaS, IaaS, and SaaS as well as Compute(Server), virtual hypervisors(VMWare, HyperV ) and storage arrays(HPE, Pure, and Netapp)
Office 365
DHCP
Microsoft Azure
Microsoft IIS
Microsoft Windows
Microsoft Active Directory
Windows Server
VMware vSphere
VMWare
GPO
Storage Area Network
VMware PowerCLI
Cisco UCS
Storage Array
Jason H.
Edgemoor, South Carolina
$150/hr
5.0
2 jobs
I’m a Fractional CIO/CISO with over 20 years of progressive IT leadership experience. My career began with deep technical roots in IT infrastructure and networking, evolving over the last 7+ years into full executive responsibility leading technology strategy, cybersecurity, and digital transformation for FDA-regulated biopharmaceutical organizations.
I specialize in helping companies bridge technical execution with business outcomes by building secure, scalable IT foundations while maintaining strict regulatory compliance.
Key areas where I help clients:
- Fractional CIO/CISO support
- IT strategy and digital transformation roadmaps
- Cybersecurity program development and ransomware resilience
- Regulatory compliance (FDA, HIPAA, NIST, GxP)
- IT governance, risk management, and data protection
- Greenfield infrastructure architecture and secure platform buildouts
- SaaS evaluation and technology vendor optimization
Recent highlights:
- Built the complete technology ecosystem and NIST-based security architecture for a PE-backed biopharmaceutical startup preparing for national market launch
- As Division CIO at a global $3b+ organization, scaled IT operations across 180+ sites while managing a $35M P&L and leading a 45-person team
- Engineered ransomware recovery for 150+ locations with zero data loss in 7 days
I bring a unique combination of hands-on technical expertise, strategic vision, and operational discipline developed through military service (USMC) and leading technology in highly regulated environments. Whether you need a targeted security/compliance assessment, IT strategy support, or ongoing fractional leadership, I deliver practical solutions focused on real business results.
Let’s schedule a consultation to discuss your specific challenges.
Compliance
Information Security
System Administration
Network Engineering
Government Reporting Compliance
NIST Cybersecurity Framework
Regulatory Compliance
Data Privacy
Information Security Governance
IT Asset Management
IT Capacity Planning
IT Infrastructure
Information Security Awareness
Digital Transformation
Governance, Risk & Compliance Software
Michael T.
Canyon Lake, Texas
$150/hr
5.0
43 jobs
With over 15 years of leadership in IT infrastructure, I specialize in creating secure, scalable, and resilient solutions for small businesses, nonprofits, and dynamic organizations. As the Fractional CTO and owner of Alamo Tech LLC, I bring expertise in network design, email migrations, managed IT, and AI-driven innovations that boost operational efficiency while reducing costs.
Key accomplishments include leading a 30% efficiency improvement in IT operations, streamlining multi-site infrastructure, and managing large-scale email migrations. My hands-on experience spans industries such as real estate, logistics, transportation, healthcare, and churches, with certifications from Microsoft, WatchGuard, Cisco, and Huntress.
My strategic, solution-focused approach ensures that every client receives tailored services aligned with their business goals, whether through cloud deployments, network transformations, or cybersecurity enhancements. If you’re looking for a partner who combines technical excellence with business insight, let’s connect.
Executive Support
AI Agent Development
AI Consulting
AI Development
Brian R.
Sorrento, Florida
$112/hr
4.8
19 jobs
Fractional CRO, RevOps strategist, and AI enablement advisor helping B2B companies modernize revenue operations, accelerate pipeline growth, and integrate intelligent automation into their go-to-market strategies.
With more than 15 years of experience advising Fortune 1000 enterprises and scaling growth-stage SaaS firms, I specialize in aligning sales strategy, operational technology, and applied AI to create revenue systems that are predictable, scalable, and intelligent.
My background includes leadership roles at Gartner, Info-Tech Research Group, Accion Labs, and Tricentis. I have built new territories from the ground up, designed scalable growth frameworks, and advised CIOs, CTOs, and CISOs on digital transformation, cloud modernization, and AI adoption. At Gartner, I earned three Winners Circle honors and a Highest Growth Award, demonstrating my ability to influence executive decision-making and deliver measurable results.
Today, through Tenacious Labs, I lead projects that help organizations redesign revenue operations at the intersection of strategy and technology. My engagements cover the full RevOps lifecycle, from defining ICPs and building outbound strategies to implementing AI-powered automation and performance analytics.
Core Services
Revenue Architecture and GTM Design
• Define ideal customer profiles, segment target markets, and design outbound frameworks that build consistent pipeline
• Create sales processes, qualification methodologies, and executive messaging that improve conversion velocity
AI-Driven Automation and Workflow Integration
• Build GPT-based sales agents that qualify leads, enrich CRM data, and trigger automated outreach
• Design integrated workflows across HubSpot, Slack, and Zapier that reduce manual work and increase efficiency
Sales Insights and Analytics
• Analyze CRM and sales data to identify patterns, churn risks, and opportunities for revenue expansion
• Deliver structured win/loss programs, retention analysis, and executive-ready reporting dashboards
Recruiting and Team Buildout
• Develop SDR and AE hiring plans, interview frameworks, and onboarding systems that scale revenue organizations
• Advise on compensation structures, territory planning, and quota alignment to support sustainable growth
Strategic Advisory and Leadership Support
• Serve as a fractional CRO or RevOps leader, providing executive-level guidance without requiring a full-time hire
• Coach founders and sales leaders on go-to-market readiness, process maturity, and operational scalability
Why Clients Work With Me
• Deep experience with Fortune 1000 enterprises and high-growth technology firms
• Proven ability to design and execute revenue systems that improve predictability and accelerate growth
• Practical expertise in applied AI, automation, and workflow design
• Comprehensive approach that combines strategy, data, technology, and execution
Whether you are preparing for your first enterprise deal, scaling a SaaS go-to-market motion, or integrating AI into your revenue stack, I bring the frameworks, leadership, and execution capabilities to help you move faster, reduce risk, and grow more efficiently.
Strategic Planning
AI Consulting
Sales Strategy
AI Governance
Business IT Alignment
Business Strategy
Pricing Strategy Consulting
Revenue Management
Business Analysis
Go-to-Market Strategy
Sales Consulting
Sales Analytics
Growth Strategy
Business Consulting
Business Planning & Strategy
How it works
Post a job for freePost a job
Tell us what you need. Create your own job post or generate one with AI then filter talent matches.
Hire top talent fast
Consult, interview, and hire quickly, so you can meet the freelancers you're excited about.
Collaborate easily
Use Upwork to chat or video call, share files, and track project progress right from the app.
Payment simplified
Manage payments in one place with flexible billing options. Only pay for approved work, hourly or by milestone.
Don't just take our word for it
“Upwork provides an umbrella-level of security. I can see a talent’s work history and ratings. I can hold payments in escrow. I can communicate through Upwork Messages instead of working through my email address.”
KD
Kim Darling
Emerald Tiger
“Upwork is the best platform to hire skilled professionals when we're not looking for a full-time employee. All the companies in our portfolio use Upwork to find talent across a wide range of fields.”
DM
David Merry
Kinetic Investments
“Our very specific requirements can be a challenge—With Upwork, we’re able to access a bigger community to ensure the success of our projects.”
KK
Katja Krohn
Summa Linguae
How do I hire a Fractional CCO on Upwork?
You can hire a Fractional CCO on Upwork in four simple steps:
Create a job post tailored to your Fractional CCO project scope. We’ll walk you through the process step by step.
Browse top Fractional CCO talent on Upwork and invite them to your project.
Once the proposals start flowing in, create a shortlist of top Fractional CCO profiles and interview.
Hire the right Fractional CCO for your project from Upwork, the world’s largest work marketplace.
At Upwork, we believe talent staffing should be easy.
How much does it cost to hire a Fractional CCO?
Rates charged by Fractional CCOs on Upwork can vary with a number of factors including experience, location, and market conditions. See hourly rates for in-demand skills on Upwork.
Why hire a Fractional CCO on Upwork?
As the world’s work marketplace, we connect highly-skilled freelance Fractional CCOs and businesses and help them build trusted, long-term relationships so they can achieve more together. Let us help you build the dream Fractional CCO team you need to succeed.
Can I hire a Fractional CCO within 24 hours on Upwork?
Depending on availability and the quality of your job post, it’s entirely possible to sign up for Upwork and receive Fractional CCO proposals within 24 hours of posting a job description.